NP-MRD: Showing NP-Card for smilagenin (NP0030538)

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Record Information

Version

2.0

Created at

2021-06-19 21:52:17 UTC

Updated at

2021-06-29 23:58:33 UTC

NP-MRD ID

NP0030538

Secondary Accession Numbers

None

Natural Product Identification

Common Name

smilagenin

Provided By

JEOL Database JEOL Logo

Description

Smilagenin, also known as isosarsasapogenin or tigogenin, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, smilagenin is considered to be a sterol. Smilagenin has been detected, but not quantified in, fenugreeks (Trigonella foenum-graecum) and herbs and spices. This could make smilagenin a potential biomarker for the consumption of these foods. Smilagenin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. smilagenin is found in Agave americana , Agave americana var.marginata , Polianthes tuberosa , Agave angustifolia, Agave cantala , Agave east-one, Agave sisalana , Agave stricta, Allium albanum, Allium rubellum , Chlorogalum pomeridianum , Chlorophytum arundinaceum , Chlorophytum comosum, Cordyline fruticosa, Cordyline strcta, Cornus capitata, Costus speciosus , Digitalis lanata , Digitalis purpurea L. , Dioscorea tokoro, Echinopora lamellosa, Furcraea elegans, Maguey canon de abra, Paris polyphylla , Salvia mitorrhiza, Smilax sieboldii, Solanum dulcamara , Solanum melongena , Solanum nigrum , Solanum paniculatum, Tribulus terrestris , Yucca aloifolia, Yucca carnerosana, Yucca schidigera, Yucca treculeana and Yucca whipplei. smilagenin was first documented in 2008 (PMID: 17996228). Based on a literature review a small amount of articles have been published on Smilagenin (PMID: 18676061) (PMID: 22441042) (PMID: 23624370).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123523D          

 74 79  0  0  0  0            999 V2000
   -0.1910    1.9263    3.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803    2.0791    2.5372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8426    0.7306    1.8280 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1326    0.9071    0.9983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8386    0.4283   -0.4246 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6729   -0.5258   -0.1879 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0965   -1.0915   -1.3861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8406   -1.8070   -2.3674 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0767   -2.4778   -3.5053 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0348   -3.4236   -3.0178 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4135   -4.7132   -2.4292 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4607   -5.6951   -1.9095 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2191   -6.2152   -2.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -5.0270   -0.9222 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0476   -3.7730   -1.5177 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0219   -2.7192   -2.0270 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8481   -1.6554   -2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044   -2.0584   -0.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0807   -1.3902    0.2414 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2634   -0.7141    1.3588 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2256    0.2667    0.7938 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9609    1.4561    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970    2.2819    1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723    2.7224    2.3775 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0061    4.2527    2.4152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3994    4.8709    2.3270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3224    4.2517    3.3789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7464    4.7791    3.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    2.7273    3.2700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9518    2.2322    3.3940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500    1.2825    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1321    2.8990    4.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090    1.4802    3.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    2.7115    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175   -0.0755    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9446    0.3095    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080   -0.0820   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5826    1.2553   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919   -1.3941    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5579   -0.2647   -1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475   -2.5497   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -1.0874   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.0269   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -1.7027   -4.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -3.7285   -3.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1804   -5.2016   -3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -4.4756   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674   -6.5440   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -6.6495   -3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -4.7772    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -5.7262   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -3.3330   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872   -4.0834   -2.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -2.1027   -3.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.8282   -3.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -1.2275   -2.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.8669   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -2.1426    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -0.6532   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -0.1999    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631   -1.4973    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.2294   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    1.9253    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5621    1.1591   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978    4.6347    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    4.5821    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8094    4.7084    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3313    5.9555    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386    4.5346    4.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1746    4.5213    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7682    5.8691    3.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    4.3566    4.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    2.2812    4.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230    2.3759    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 16 15  1  0  0  0  0
 16 10  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
 16 18  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  7  8  1  0  0  0  0
 18  7  1  0  0  0  0
  4 23  1  0  0  0  0
 24  2  1  0  0  0  0
 27 29  1  0  0  0  0
 18 19  1  0  0  0  0
  7  6  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  6  0  0  0
 21  6  1  0  0  0  0
 14 12  1  0  0  0  0
 29 30  1  0  0  0  0
  4  5  1  0  0  0  0
  3 21  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
 24 25  1  0  0  0  0
 21 22  1  6  0  0  0
 14 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 11  1  0  0  0  0
 27 28  1  0  0  0  0
 24 30  1  1  0  0  0
 24 23  1  0  0  0  0
 25 65  1  0  0  0  0
 25 66  1  0  0  0  0
 26 67  1  0  0  0  0
 26 68  1  0  0  0  0
 27 69  1  1  0  0  0
 29 73  1  0  0  0  0
 29 74  1  0  0  0  0
  2 34  1  6  0  0  0
  3 35  1  1  0  0  0
  4 36  1  1  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 14 50  1  0  0  0  0
 14 51  1  0  0  0  0
 12 48  1  1  0  0  0
 11 46  1  0  0  0  0
 11 47  1  0  0  0  0
 15 52  1  0  0  0  0
 15 53  1  0  0  0  0
 10 45  1  6  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
 18 57  1  1  0  0  0
  7 40  1  6  0  0  0
 19 58  1  0  0  0  0
 19 59  1  0  0  0  0
 17 54  1  0  0  0  0
 17 55  1  0  0  0  0
 17 56  1  0  0  0  0
  6 39  1  1  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 22 62  1  0  0  0  0
 22 63  1  0  0  0  0
 22 64  1  0  0  0  0
 13 49  1  0  0  0  0
 28 70  1  0  0  0  0
 28 71  1  0  0  0  0
 28 72  1  0  0  0  0
M  END

     RDKit          3D

 74 79  0  0  0  0  0  0  0  0999 V2000
   -0.1910    1.9263    3.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803    2.0791    2.5372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8426    0.7306    1.8280 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1326    0.9071    0.9983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8386    0.4283   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6729   -0.5258   -0.1879 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0965   -1.0915   -1.3861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8406   -1.8070   -2.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0767   -2.4778   -3.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -3.4236   -3.0178 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4135   -4.7132   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4607   -5.6951   -1.9095 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2191   -6.2152   -2.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -5.0270   -0.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476   -3.7730   -1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0219   -2.7192   -2.0270 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8481   -1.6554   -2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044   -2.0584   -0.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0807   -1.3902    0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2634   -0.7141    1.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256    0.2667    0.7938 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9609    1.4561    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970    2.2819    1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723    2.7224    2.3775 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0061    4.2527    2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3994    4.8709    2.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3224    4.2517    3.3789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7464    4.7791    3.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    2.7273    3.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518    2.2322    3.3940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500    1.2825    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1321    2.8990    4.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090    1.4802    3.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    2.7115    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175   -0.0755    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9446    0.3095    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080   -0.0820   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5826    1.2553   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919   -1.3941    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5579   -0.2647   -1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475   -2.5497   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -1.0874   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.0269   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -1.7027   -4.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -3.7285   -3.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1804   -5.2016   -3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -4.4756   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674   -6.5440   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -6.6495   -3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -4.7772    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -5.7262   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -3.3330   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2397   -0.8282   -3.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -1.2275   -2.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.8669   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -2.1426    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -0.6532   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -0.1999    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631   -1.4973    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.2294   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    1.9253    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5621    1.1591   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978    4.6347    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    4.5821    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8094    4.7084    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3313    5.9555    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386    4.5346    4.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1746    4.5213    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7682    5.8691    3.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    4.3566    4.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    2.2812    4.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230    2.3759    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 16 15  1  0
 16 10  1  0
 25 26  1  0
 26 27  1  0
  2  3  1  0
  3  4  1  0
 16 18  1  0
 10  9  1  0
  9  8  1  0
  7  8  1  0
 18  7  1  0
  4 23  1  0
 24  2  1  0
 27 29  1  0
 18 19  1  0
  7  6  1  0
 20 19  1  0
 20 21  1  0
 16 17  1  6
 21  6  1  0
 14 12  1  0
 29 30  1  0
  4  5  1  0
  3 21  1  0
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 24 25  1  0
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 12 13  1  0
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 22 62  1  0
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 22 64  1  0
 13 49  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END


  Mrv1652306192123523D          

 74 79  0  0  0  0            999 V2000
   -0.1910    1.9263    3.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803    2.0791    2.5372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8426    0.7306    1.8280 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1326    0.9071    0.9983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8386    0.4283   -0.4246 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6729   -0.5258   -0.1879 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0965   -1.0915   -1.3861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8406   -1.8070   -2.3674 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0767   -2.4778   -3.5053 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0348   -3.4236   -3.0178 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4135   -4.7132   -2.4292 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4607   -5.6951   -1.9095 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2191   -6.2152   -2.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -5.0270   -0.9222 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0476   -3.7730   -1.5177 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0219   -2.7192   -2.0270 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8481   -1.6554   -2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044   -2.0584   -0.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0807   -1.3902    0.2414 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2634   -0.7141    1.3588 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2256    0.2667    0.7938 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9609    1.4561    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970    2.2819    1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723    2.7224    2.3775 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0061    4.2527    2.4152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3994    4.8709    2.3270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3224    4.2517    3.3789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7464    4.7791    3.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    2.7273    3.2700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9518    2.2322    3.3940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500    1.2825    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1321    2.8990    4.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090    1.4802    3.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    2.7115    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175   -0.0755    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7080   -0.0820   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5826    1.2553   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919   -1.3941    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5579   -0.2647   -1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475   -2.5497   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -1.0874   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.0269   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -1.7027   -4.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -3.7285   -3.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1804   -5.2016   -3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -4.4756   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674   -6.5440   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -6.6495   -3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -4.7772    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -5.7262   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -3.3330   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872   -4.0834   -2.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -2.1027   -3.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.8282   -3.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -1.2275   -2.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.8669   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -2.1426    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -0.6532   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -0.1999    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631   -1.4973    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.2294   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    1.9253    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5621    1.1591   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978    4.6347    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    4.5821    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8094    4.7084    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3313    5.9555    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386    4.5346    4.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1746    4.5213    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7682    5.8691    3.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    4.3566    4.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    2.2812    4.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230    2.3759    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 16 15  1  0  0  0  0
 16 10  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
 16 18  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  7  8  1  0  0  0  0
 18  7  1  0  0  0  0
  4 23  1  0  0  0  0
 24  2  1  0  0  0  0
 27 29  1  0  0  0  0
 18 19  1  0  0  0  0
  7  6  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  0  0  0  0
 16 17  1  6  0  0  0
 21  6  1  0  0  0  0
 14 12  1  0  0  0  0
 29 30  1  0  0  0  0
  4  5  1  0  0  0  0
  3 21  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
 24 25  1  0  0  0  0
 21 22  1  6  0  0  0
 14 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 11  1  0  0  0  0
 27 28  1  0  0  0  0
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 24 23  1  0  0  0  0
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 29 73  1  0  0  0  0
 29 74  1  0  0  0  0
  2 34  1  6  0  0  0
  3 35  1  1  0  0  0
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 20 60  1  0  0  0  0
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 14 50  1  0  0  0  0
 14 51  1  0  0  0  0
 12 48  1  1  0  0  0
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 11 47  1  0  0  0  0
 15 52  1  0  0  0  0
 15 53  1  0  0  0  0
 10 45  1  6  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
 18 57  1  1  0  0  0
  7 40  1  6  0  0  0
 19 58  1  0  0  0  0
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 17 54  1  0  0  0  0
 17 55  1  0  0  0  0
 17 56  1  0  0  0  0
  6 39  1  1  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 22 62  1  0  0  0  0
 22 63  1  0  0  0  0
 22 64  1  0  0  0  0
 13 49  1  0  0  0  0
 28 70  1  0  0  0  0
 28 71  1  0  0  0  0
 28 72  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030538

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@@]3([H])[C@]4([H])C([H])([H])[C@]5([H])O[C@@]6(OC([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])C6([H])[H])[C@@]([H])(C([H])([H])[H])[C@]5([H])[C@@]4(C([H])([H])[H])C([H])([H])C([H])([H])[C@]23[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17+,18-,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
GMBQZIIUCVWOCD-UQHLGXRBSA-N

> <FORMULA>
C27H44O3

> <MOLECULAR_WEIGHT>
416.6365

> <EXACT_MASS>
416.329045274

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
51.430575064717715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-16'-ol

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.332884935333334

> <ALOGPS_LOGS>
-7.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.2963963211217

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3560752133131748

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
119.41590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.28e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-16'-ol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 74 79  0  0  0  0  0  0  0  0999 V2000
   -0.1910    1.9263    3.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803    2.0791    2.5372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8426    0.7306    1.8280 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1326    0.9071    0.9983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8386    0.4283   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6729   -0.5258   -0.1879 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0965   -1.0915   -1.3861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8406   -1.8070   -2.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0767   -2.4778   -3.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -3.4236   -3.0178 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4135   -4.7132   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4607   -5.6951   -1.9095 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2191   -6.2152   -2.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -5.0270   -0.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476   -3.7730   -1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0219   -2.7192   -2.0270 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8481   -1.6554   -2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2634   -0.7141    1.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256    0.2667    0.7938 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9609    1.4561    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970    2.2819    1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0723    2.7224    2.3775 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0061    4.2527    2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3994    4.8709    2.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3224    4.2517    3.3789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7464    4.7791    3.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    2.7273    3.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518    2.2322    3.3940 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1321    2.8990    4.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0403    2.7115    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7080   -0.0820   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0919   -1.3941    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4475   -2.5497   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -1.0874   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.0269   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -1.7027   -4.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -3.7285   -3.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2767   -4.4756   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674   -6.5440   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -6.6495   -3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -4.7772    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -5.7262   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -3.3330   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872   -4.0834   -2.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6363   -1.2275   -2.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.8669   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -2.1426    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -0.6532   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -0.1999    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631   -1.4973    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.2294   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    1.9253    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5621    1.1591   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978    4.6347    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    4.5821    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8094    4.7084    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3313    5.9555    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386    4.5346    4.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1746    4.5213    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7682    5.8691    3.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8705    2.2812    4.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230    2.3759    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
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 16 15  1  0
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 10  9  1  0
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 14 12  1  0
 29 30  1  0
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  2 34  1  6
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 28 72  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.191   1.926   3.972  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.680   2.079   2.537  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.843   0.731   1.828  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.133   0.907   0.998  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.839   0.428  -0.425  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.673  -0.526  -0.188  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.097  -1.091  -1.386  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.841  -1.807  -2.367  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.077  -2.478  -3.505  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.035  -3.424  -3.018  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.414  -4.713  -2.429  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.461  -5.695  -1.910  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.219  -6.215  -2.999  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.410  -5.027  -0.922  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.048  -3.773  -1.518  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.022  -2.719  -2.027  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.848  -1.655  -2.796  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.204  -2.058  -0.854  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.081  -1.390   0.241  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.263  -0.714   1.359  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.226   0.267   0.794  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.961   1.456   0.125  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.497   2.282   1.073  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.072   2.722   2.377  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.006   4.253   2.415  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.399   4.871   2.327  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.322   4.252   3.379  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.746   4.779   3.241  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.285   2.727   3.270  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.952   2.232   3.394  0.00  0.00           O+0
HETATM   31  H   UNK     0      -0.850   1.283   4.564  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.132   2.899   4.471  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.809   1.480   3.988  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.040   2.712   2.014  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.018  -0.076   2.554  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.945   0.310   1.433  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.708  -0.082  -0.852  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.583   1.255  -1.095  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.092  -1.394   0.349  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.558  -0.265  -1.934  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.448  -2.550  -1.837  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.546  -1.087  -2.800  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.784  -3.027  -4.139  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.359  -1.703  -4.147  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.604  -3.728  -3.908  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.180  -5.202  -3.212  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.277  -4.476  -1.613  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.967  -6.544  -1.423  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.598  -6.649  -3.608  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.877  -4.777   0.002  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.211  -5.726  -0.653  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.733  -3.333  -0.785  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.687  -4.083  -2.356  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.344  -2.103  -3.666  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.240  -0.828  -3.169  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.636  -1.228  -2.168  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.674  -2.867  -0.332  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.719  -2.143   0.717  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.755  -0.653  -0.205  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.941  -0.200   2.051  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.763  -1.497   1.943  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.270   2.229  -0.226  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.658   1.925   0.829  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.562   1.159  -0.738  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.398   4.635   1.587  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.544   4.582   3.353  0.00  0.00           H+0
HETATM   67  H   UNK     0      -3.809   4.708   1.322  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.331   5.955   2.471  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.939   4.535   4.368  0.00  0.00           H+0
HETATM   70  H   UNK     0      -6.175   4.521   2.267  0.00  0.00           H+0
HETATM   71  H   UNK     0      -5.768   5.869   3.343  0.00  0.00           H+0
HETATM   72  H   UNK     0      -6.393   4.357   4.017  0.00  0.00           H+0
HETATM   73  H   UNK     0      -4.870   2.281   4.081  0.00  0.00           H+0
HETATM   74  H   UNK     0      -4.723   2.376   2.328  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3   24    1   34                                             
CONECT    3    2    4   21   35                                             
CONECT    4    3   23    5   36                                             
CONECT    5    4    6   37   38                                             
CONECT    6    7   21    5   39                                             
CONECT    7    8   18    6   40                                             
CONECT    8    9    7   41   42                                             
CONECT    9   10    8   43   44                                             
CONECT   10   11   16    9   45                                             
CONECT   11   10   12   46   47                                             
CONECT   12   14   13   11   48                                             
CONECT   13   12   49                                                       
CONECT   14   12   15   50   51                                             
CONECT   15   16   14   52   53                                             
CONECT   16   15   10   18   17                                             
CONECT   17   16   54   55   56                                             
CONECT   18   16    7   19   57                                             
CONECT   19   18   20   58   59                                             
CONECT   20   19   21   60   61                                             
CONECT   21   20    6    3   22                                             
CONECT   22   21   62   63   64                                             
CONECT   23    4   24                                                       
CONECT   24    2   25   30   23                                             
CONECT   25   26   24   65   66                                             
CONECT   26   25   27   67   68                                             
CONECT   27   26   29   28   69                                             
CONECT   28   27   70   71   72                                             
CONECT   29   27   30   73   74                                             
CONECT   30   29   24                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   14                                                            
CONECT   52   15                                                            
CONECT   53   15                                                            
CONECT   54   17                                                            
CONECT   55   17                                                            
CONECT   56   17                                                            
CONECT   57   18                                                            
CONECT   58   19                                                            
CONECT   59   19                                                            
CONECT   60   20                                                            
CONECT   61   20                                                            
CONECT   62   22                                                            
CONECT   63   22                                                            
CONECT   64   22                                                            
CONECT   65   25                                                            
CONECT   66   25                                                            
CONECT   67   26                                                            
CONECT   68   26                                                            
CONECT   69   27                                                            
CONECT   70   28                                                            
CONECT   71   28                                                            
CONECT   72   28                                                            
CONECT   73   29                                                            
CONECT   74   29                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  158    0
END

RDKit          3D

74 79  0  0  0  0  0  0  0  0999 V2000
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   -0.6803    2.0791    2.5372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8426    0.7306    1.8280 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1326    0.9071    0.9983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8386    0.4283   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6729   -0.5258   -0.1879 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0965   -1.0915   -1.3861 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8406   -1.8070   -2.3674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0767   -2.4778   -3.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0348   -3.4236   -3.0178 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4135   -4.7132   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4607   -5.6951   -1.9095 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2191   -6.2152   -2.9995 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -5.0270   -0.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476   -3.7730   -1.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0219   -2.7192   -2.0270 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8481   -1.6554   -2.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9609    1.4561    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970    2.2819    1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0061    4.2527    2.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3994    4.8709    2.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3224    4.2517    3.3789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7464    4.7791    3.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845    2.7273    3.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518    2.2322    3.3940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8500    1.2825    4.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1321    2.8990    4.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090    1.4802    3.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    2.7115    2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175   -0.0755    2.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9446    0.3095    1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080   -0.0820   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5826    1.2553   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919   -1.3941    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5579   -0.2647   -1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475   -2.5497   -1.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460   -1.0874   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.0269   -4.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -1.7027   -4.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6040   -3.7285   -3.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1804   -5.2016   -3.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -4.4756   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674   -6.5440   -1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5979   -6.6495   -3.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774   -4.7772    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -5.7262   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -3.3330   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6872   -4.0834   -2.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3442   -2.1027   -3.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.8282   -3.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -1.2275   -2.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -2.8669   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7188   -2.1426    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -0.6532   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9413   -0.1999    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7631   -1.4973    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2701    2.2294   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    1.9253    0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5621    1.1591   -0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978    4.6347    1.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5437    4.5821    3.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8094    4.7084    1.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3313    5.9555    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386    4.5346    4.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1746    4.5213    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7682    5.8691    3.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    4.3566    4.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    2.2812    4.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230    2.3759    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 16 15  1  0
 16 10  1  0
 25 26  1  0
 26 27  1  0
  2  3  1  0
  3  4  1  0
 16 18  1  0
 10  9  1  0
  9  8  1  0
  7  8  1  0
 18  7  1  0
  4 23  1  0
 24  2  1  0
 27 29  1  0
 18 19  1  0
  7  6  1  0
 20 19  1  0
 20 21  1  0
 16 17  1  6
 21  6  1  0
 14 12  1  0
 29 30  1  0
  4  5  1  0
  3 21  1  0
  6  5  1  0
  2  1  1  0
 24 25  1  0
 21 22  1  6
 14 15  1  0
 12 13  1  0
 12 11  1  0
 27 28  1  0
 24 30  1  1
 24 23  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  0
 26 68  1  0
 27 69  1  1
 29 73  1  0
 29 74  1  0
  2 34  1  6
  3 35  1  1
  4 36  1  1
 20 60  1  0
 20 61  1  0
 14 50  1  0
 14 51  1  0
 12 48  1  1
 11 46  1  0
 11 47  1  0
 15 52  1  0
 15 53  1  0
 10 45  1  6
  9 43  1  0
  9 44  1  0
  8 41  1  0
  8 42  1  0
 18 57  1  1
  7 40  1  6
 19 58  1  0
 19 59  1  0
 17 54  1  0
 17 55  1  0
 17 56  1  0
  6 39  1  1
  5 37  1  0
  5 38  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 13 49  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

View in JSmol

Synonyms

Value	Source
Isosarsapogenin	ChEBI
(25R)-5beta-Spirostan-3beta-ol	Kegg
(25R)-5b-Spirostan-3b-ol	Generator
(25R)-5Β-spirostan-3β-ol	Generator
(25R)-Spirostan-3beta-ol	HMDB
5beta -Spirostan-3beta (25R)--ol	HMDB
5beta-Spirostan-3beta-ol, (25R)- (8ci)	HMDB
Isosarsasapogenin	HMDB
Spirostan-3-ol, (3beta,5beta,25R)- (9ci)	HMDB
Epi-sarsasapogenin	HMDB
Sarsasapogenin	HMDB
Tigogenin	HMDB
Sarsasapogenin, (3beta,5alpha,25R)-isomer	HMDB
Sarsasapogenin, (3beta,5beta,25R)-isomer	HMDB
Sarsaponin	HMDB
Sarsasapogenin, (3beta,5alpha,25S)-isomer	HMDB
Epismilagenin	HMDB
Sarsasapogenin, (3beta,5beta)-isomer	HMDB
Sarsasapogenin, (3beta,5beta,25S)-isomer	HMDB
Smilagenin	ChEBI

Chemical Formula

C₂₇H₄₄O₃

Average Mass

416.6365 Da

Monoisotopic Mass

416.32905 Da

IUPAC Name

(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-16'-ol

Traditional Name

(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,16'S,18'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-16'-ol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@@]3([H])[C@]4([H])C([H])([H])[C@]5([H])O[C@@]6(OC([H])([H])[C@]([H])(C([H])([H])[H])C([H])([H])C6([H])[H])[C@@]([H])(C([H])([H])[H])[C@]5([H])[C@@]4(C([H])([H])[H])C([H])([H])C([H])([H])[C@]23[H])C1([H])[H]

InChI Identifier

InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17+,18-,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

InChI Key

GMBQZIIUCVWOCD-UQHLGXRBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agave americana	Plant	KNApSAcK
Agave americana var.marginata	Plant	KNApSAcK
Agave amica	Plant	KNApSAcK
Agave angustifolia	Plant	KNApSAcK
Agave cantala	Plant	KNApSAcK
Agave east-one	Plant	KNApSAcK
Agave funkiana	KNApSAcK Database	22123792
Agave heterocantha	KNApSAcK Database	22123792
Agave lechequilla	KNApSAcK Database	22123792
Agave lophantha	KNApSAcK Database	22123792
Agave sisalana	Plant	KNApSAcK
Agave stricta	Plant	KNApSAcK
Allium albanum	Plant	KNApSAcK
Allium rubellum	Plant	KNApSAcK
Anemarrhena asphodeloides	KNApSAcK Database	22123792
Chlorogalum pomeridianum	Plant	KNApSAcK
Chlorophytum arundinaceum	Plant	KNApSAcK
Chlorophytum comosum	Plant	KNApSAcK
Cordyline fruticosa	LOTUS Database	35616633
Cordyline strcta	Plant	KNApSAcK
Cornus capitata	LOTUS Database	35616633
Costus speciosus	Plant	KNApSAcK
Digitalis lanata	Plant	KNApSAcK
Digitalis purpurea	Plant	KNApSAcK
Dioscorea collettii	KNApSAcK Database	22123792
Dioscorea tokoro	Plant	KNApSAcK
Dracaena australis	KNApSAcK Database	22123792
Echinopora lamellosa	LOTUS Database	35616633
Fritillaria meleagris	Linington's dataset npmrd_submissions_20220207	23499825
Furcraea elegans	Plant	KNApSAcK
Maguey canon de abra	-	KNApSAcK
Paris polyphylla	Plant	KNApSAcK
Salvia mitorrhiza	Plant	KNApSAcK
Smilax ornata	KNApSAcK Database	22123792
Smilax sieboldii	Plant	KNApSAcK
Solanum dulcamara	Plant	KNApSAcK
Solanum melongena	Plant	KNApSAcK
Solanum nigrum	Plant	KNApSAcK
Solanum paniculatum	Plant	KNApSAcK
Tribulus terrestris	Plant	KNApSAcK
Trigonella foenum-graecum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Yucca aloifolia	LOTUS Database	35616633
Yucca aloifolia Naudin.	KNApSAcK Database	22123792
Yucca arkansana	KNApSAcK Database	22123792
Yucca australis Engelm.	KNApSAcK Database	22123792
Yucca brevifolia Engelm.	KNApSAcK Database	22123792
Yucca carnerosana	LOTUS Database	35616633
Yucca elephantipes Regel.	KNApSAcK Database	22123792
Yucca filifera	KNApSAcK Database	22123792
Yucca flaccida	KNApSAcK Database	22123792
Yucca gloriosa	KNApSAcK Database	22123792
Yucca jalicensis	KNApSAcK Database	22123792
Yucca louisianensis	KNApSAcK Database	22123792
Yucca recurvifolia	KNApSAcK Database	22123792
Yucca reverchoni	KNApSAcK Database	22123792
Yucca schidigera	LOTUS Database	35616633
Yucca treculeana	LOTUS Database	35616633
Yucca treculeana Hook.	KNApSAcK Database	22123792
Yucca whipplei	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Spirostane skeleton
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
Steroid
Ketal
Oxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3beta-hydroxy steroid (CHEBI:28933 )
organic heterohexacyclic compound (CHEBI:28933 )
oxaspiro compound (CHEBI:28933 )
sapogenin (CHEBI:28933 )
spirostan (C08913 )
Spirostanols and derivatives (C08913 )
Spirostan and derivatives (C08913 )
Spirostanols and derivatives (LMST01080005 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.52	ALOGPS
logP	5.33	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	119.42 m³·mol⁻¹	ChemAxon
Polarizability	51.43 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030048

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91439

PDB ID

Not Available

ChEBI ID

28933

Good Scents ID

Not Available

References

General References

Sa F, Gao JL, Fung KP, Zheng Y, Lee SM, Wang YT: Anti-proliferative and pro-apoptotic effect of Smilax glabra Roxb. extract on hepatoma cell lines. Chem Biol Interact. 2008 Jan 10;171(1):1-14. doi: 10.1016/j.cbi.2007.08.012. Epub 2007 Sep 12. [PubMed:17996228 ]
Hu Y, Wang Z, Zhang R, Wu P, Xia Z, Orsi A, Rees D: Regulation of M1-receptor mRNA stability by smilagenin and its significance in improving memory of aged rats. Neurobiol Aging. 2010 Jun;31(6):1010-9. doi: 10.1016/j.neurobiolaging.2008.06.008. Epub 2008 Aug 3. [PubMed:18676061 ]
Zhang R, Wang Z, Howson PA, Xia Z, Zhou S, Wu E, Xia Z, Hu Y: Smilagenin attenuates beta amyloid (25-35)-induced degeneration of neuronal cells via stimulating the gene expression of brain-derived neurotrophic factor. Neuroscience. 2012 May 17;210:275-85. doi: 10.1016/j.neuroscience.2012.03.017. Epub 2012 Mar 13. [PubMed:22441042 ]
Li J, Xia Z, Sun X, Zhang R, Huang G, Hickling R, Xia Z, Hu Y, Zhang Y: Reversal of dopamine neurons and locomotor ability degeneration in aged rats with smilagenin. Neuroscience. 2013 Aug 15;245:90-8. doi: 10.1016/j.neuroscience.2013.04.028. Epub 2013 Apr 23. [PubMed:23624370 ]
Agrawal, P. K., et al. (1997). Agrawal, P. K., et al, Magn. Reson. Chem. 35, 441 (1997). Mag. Reson. Chem..

Showing NP-Card for smilagenin (NP0030538)

MOL for NP0030538 (smilagenin)

3D MOL for NP0030538 (smilagenin)

3D SDF for NP0030538 (smilagenin)

3D-SDF for NP0030538 (smilagenin)

PDB for NP0030538 (smilagenin)

3D PDB for NP0030538 (smilagenin)

SMILES for NP0030538 (smilagenin)

INCHI for NP0030538 (smilagenin)

Structure for NP0030538 (smilagenin)

3D Structure for NP0030538 (smilagenin)